Clinanthus microstephium, an Amaryllidaceae Species with Cholinesterase Inhibitor Alkaloids: Structure-Activity Analysis of Haemanthamine Skeleton Derivatives

被引：7

作者：

Adessi, Tonino G. ^{[1
,2
]}

Borioni, Jose L. ^{[1
,3
]}

Pigni, Natalia B. ^{[1
,4
]}

Bastida, Jaume ^{[5
]}

Cavallaro, Valeria ^{[6
]}

Murray, Ana P. ^{[6
]}

Puiatti, Marcelo ^{[7
]}

Oberti, Juan C. ^{[1
,2
]}

Leiva, Segundo ^{[8
]}

Nicotra, Viviana E. ^{[1
,2
]}

Garcia, Manuela E. ^{[1
,2
]}

机构：

[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, RA-5000 XUA Cordoba, Argentina

[2] Consejo Nacl Invest Cient & Tecn, Inst Multidisciplinario Biol Vegetal, IMBIV, RA-5000 XUA Cordoba, Argentina

[3] Univ Nacl Cuyo, Fac Ciencias Exactas & Nat, M5502JMA, Mendoza, Argentina

[4] Consejo Nacl Invest Cient & Tecn, Inst Ciencia & Tecnol Alimentos Cordoba ICYTAC, RA-5000 XUA Cordoba, Argentina

[5] Univ Barcelona, Fac Farm & Ciencias Alinnentac, Dept Biol Sanidad & Medio Ambiente, Barcelona 08028, Spain

[6] Univ Nacl Sur, Dept Quim, INQUISUR, CONICET, B8000CPB, Bahia Blanca, Buenos Aires, Argentina

[7] Consejo Nacl Invest Cient & Tecn, INFIQC, Inst Invest Fis Quim Cordoba, RA-5000 XUA Cordoba, Argentina

[8] Univ Privada Antenor Orrego Trujillo, Museo Hist Nat, Trujillo 13006, Peru

来源：

CHEMISTRY & BIODIVERSITY | 2019年 / 16卷 / 05期

关键词：

Amaryllidaceae; alkaloids; Clinanthus microstephium; cholinesterase inhibitors; structure-activity relationship; biological activity; ACETYLCHOLINESTERASE INHIBITORS; CHOLINERGIC HYPOTHESIS; ALZHEIMERS-DISEASE; SITE GORGE; BASIS-SET; IN-VITRO; BUTYRYLCHOLINESTERASE; THERMOCHEMISTRY; GALANTHAMINE; PHARMACOLOGY;

D O I：

10.1002/cbdv.201800662

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Plants of the Amaryllidaceae family are well-known (not only) for their ornamental value but also for the alkaloids that they produce. In this report, the first phytochemical study of Clinanthus genus was carried out. The chemical composition of alkaloid fractions from Clinanthus microstephium was analyzed by GC/MS and NMR. Seven known compounds belonging to three structural types of Amaryllidaceae alkaloids were identified. An epimeric mixture of a haemanthamine-type compound (6-hydroxymaritidine) was tested as an inhibitor against acetyl- and butyrylcholinesterase enzymes (AChE and BChE, respectively), two enzymes relevant in the treatment of Alzheimer's disease, with good results. Structure-activity relationships through molecular docking studies with this alkaloid and other structurally related compounds were discussed.

引用

页数：13

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